CN108605934A - Application of two kinds of compounds in preparing nematicidal drug - Google Patents
Application of two kinds of compounds in preparing nematicidal drug Download PDFInfo
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- CN108605934A CN108605934A CN201810359233.9A CN201810359233A CN108605934A CN 108605934 A CN108605934 A CN 108605934A CN 201810359233 A CN201810359233 A CN 201810359233A CN 108605934 A CN108605934 A CN 108605934A
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- drug
- nematicidal
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
- A01N37/38—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/216—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
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- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
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- Environmental Sciences (AREA)
- Epidemiology (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Emergency Medicine (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
The present invention relates to pesticide and pharmaceutical technology field, more particularly to application of the two kinds of compounds in preparing nematicidal drug.Two kinds of compounds of the invention are safe and reliable, it effectively agriculturally can prevent nematodiasis, medical to drive away nematosis worm, and have no toxic and side effect to human body and pharmacological dependence type, better than existing pesticide and medicine, can be widely applied in nematicide medicine preparation.
Description
Technical field
The present invention relates to pesticide and pharmaceutical technology field, more particularly to two kinds of compounds answering in preparing nematicidal drug
With.
Background technology
Nematode refers to the general designation for belonging to Nemathelminthes, and record type is various, and the whole world is seen everywhere, and wherein many kinds are to post
Natural disposition, up to 25 kinds of the parasitic nematode type that wherein China records, popular such as roundworm, pinworm and hookworm.With
The improvement such as medical and health conditions, monitoring pathogenic Soil transmitted helminths infection rate in the China 2005-2013 is reduced to from 20.88%
3.12%, but still largely endanger the health of the people.And agricultural and forestry eelworm harm are also very big, cause the agriculture underproduction
Total crop failure (such as root-knot nematode, estimation cause global crop loss to reach 100,000,000 dollars), large area tree death (such as pine tree black line
Worm) etc., threaten the grain and ecological safety in China.
Research drug endangers nematode to resist parasitic nematode and agricultural, has been a concern, and with agricultural well
With medical applications potentiality.Existing agricultural nematicidal mainly has the organophosphorus pesticides such as dichlofenthion, has toxicity big, and high residue lacks
Point；Medical anthelmintic has albendazole, similarly has certain side effect.
China's Chinese traditional herbs play unquestionable effect in people prevent and cure diseases, and excavate and live from Chinese traditional herbs
Property ingredient be independent intellectual property right new drug development important means and Environment Science, meet International Pharmaceutical Development Trend, have wide
Wealthy application prospect.
Existing research data shows that some phenolic constituents of some Chinese medicines have significant eelworm-killing activity, prompts agricultural
With medical nematicidal drug.It should consider that screening finds eelworm-killing activity phenolic constituent in traditional Chinese medicine, and pass through chemistry side
Method is synthesized.Therefore, exploitation is with hypotoxicity and nematicidal agricultural significant in efficacy is used and medical, has to human society
There is significant social and economic benefit foreground.
Invention content
In view of this, the application the present invention provides two kinds of compounds in preparing nematicidal drug.The compound pair
Agricultural disease nematode and human body parasitic nematode all have significant curative effect, and safe, have no toxic side effect.
In order to achieve the above-mentioned object of the invention, the present invention provides following technical scheme：
The present invention provides application of the compound as shown in Formulas I or Formula II in preparing nematicidal drug,
The chemical name of compound shown in Formulas I is：3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates are white powder, point
Son amount 256, molecular formula C16H16O3, English name：3′-(4″-hydroxyphenyl)-propyl benzoate.Compound source
For organic chemical synthesis is detached or passed through by plant extract.It synthesizes precursor or hydrolysate is benzoic acid and 3- (4- hydroxyls
Phenyl) -1- propyl alcohol.Benzoic acid：It is mainly used for antimycotic and disinfection anti-corrosion, is used for medicine, dye carrier, fragrance and food antiseptic
The production of agent etc., it is degradable, it is environmentally friendly, and have with antifungal activity.3- (4- hydroxy phenyls) -1- propyl alcohol：Inexpensively
Industrial chemicals has no toxic side effect.
The chemical name of compound shown in Formulas I is：4- hydroxy-methyl cinnamates, also known as trans- p-Coumaric Acid first
Ester, white crystals, molecular formula C10H10O3, English name 4-Hydroxycinnamic acid methyl ester.Originally it was one
Kind is to synthesize the intermediate of anti-adrenergic esmolol.But the expert in terms of Japan Electronics and optical fiber utilizes its characteristic, will
Its application extends to electronics and fiber optic communication field, becomes a kind of excellent touch screen and high-end fiber optic materials.
Two compounds are detached by extractions such as the Chinese medicine tubers of stemona and are obtained, and can also be prepared by simple esterification.
In the present invention, nematode is agriculture pathogenic nematode and/or human body parasitic nematode.
Preferably, nematicidal drug further includes pharmaceutically acceptable auxiliary material.
Preferably, pharmaceutically acceptable auxiliary material is one kind or several in disintegrant, lubricant, binder or dispersant
Kind.
Preferably, the dosage form of nematicidal drug is aqua or solid pharmaceutical preparation.
Preferably, solid pharmaceutical preparation is tablet, granule, capsule, powder or pill.
Preferably, compound shown in Formulas I or Formula II is isolated by being extracted from plant, or pass through chemical synthesis
It obtains.
Preferably, the weight percent that compound shown in Formulas I or Formula II accounts for the nematicidal drug is 1%~99%.
Preferably, the weight percent that compound shown in Formulas I or Formula II accounts for the nematicidal drug is 10%~90%.
Preferably, nematicidal drug further includes other drugs with eelworm-killing activity.
The present invention provides application of two kinds of compounds in preparing nematicidal drug.Two kinds of compounds are Formulas I or Formula II
Shown compound.The technique effect that the present invention has is：
In compound of the present invention and organophosphorus pesticide dichlofenthion and anthelmintic albendazole contrast test, institute of the present invention
It states pharmaceutical activity and is better than dichlofenthion and albendazole, toxicity and residues are less than dichlofenthion and albendazole.
Meanwhile two kinds of compounds to agricultural crops without acute toxicity and long term toxicity poisoning, plant growth is good, no drug
Accumulation.Chemical combination of the present invention is not found in the research to the animal acute toxicity of compound of the present invention and long term toxicity
Object has any adverse reaction, not damaged to each organ.In clinical test, compound of the present invention has parasite patient bright
Aobvious curative effect, and have no toxic side effect and drug dependence.
It is found that two kinds of compounds of the invention are safe and reliable, effectively agriculturally can prevent nematodiasis, it is medical can
To drive away nematosis worm, and have no toxic and side effect to human body with pharmacological dependence type, be better than existing pesticide and medicine, Ke Yiguang
It is general to be applied in nematicide medicine preparation.
Specific implementation mode
The invention discloses application of two kinds of compounds in preparing nematicidal drug, those skilled in the art can use for reference
Present disclosure is suitably modified technological parameter realization.In particular, it should be pointed out that all similar substitutions and modifications are to this field skill
It is it will be apparent that they are considered as being included in the present invention for art personnel.The present invention method and application by compared with
Good embodiment is described, related personnel obviously can not depart from the content of present invention, in spirit and scope to as described herein
Methods and applications are modified or suitably change and combine, to realize and apply the technology of the present invention.
In the application for preparing nematicide drug, compound of the present invention can be prepared by this field conventional formulation method
At various agricultural or clinically conventional formulation, for example, can be pharmaceutically acceptable auxiliary to being added under a effective amount of dosage of the present invention
Expect (such as disintegrant, lubricant, binder, dispersant etc.), be prepared into various medicinal preparation for oral administration, the present invention be preferably made tablet,
Granule, capsule, powder, pill or oral solution.
It to those skilled in the art, can be according to conventional formulation method, gently in the case where knowing active constituent
Easy is made various pharmaceutical products, while the auxiliary material employed in preparation is also well known in the art, such as carboxyrnethyl starch sodium, sugarcane
Icing Sugar, honey, sesame oil etc..
3 '-(the 4- hydroxy benzenes that two kinds of compounds of the present invention are detached using plant extract or obtained by chemical synthesis process
Base)-propyl alcohol-benzoate and 4- hydroxy-methyl cinnamates, agriculture pathogenic nematode and human body parasitism line can be effectively killed
Worm, and to the side effect of human body low toxicity and pharmacological dependence type, nematicidal tests drug effect and is better than existing common pesticides and Western medicine, can
It is prepared with being widely used in agriculture control of nematode and human body parasitic nematode medicine.
Two kinds of compounds provided by the invention raw materials used medicine or auxiliary material in the application in preparing nematicidal drug
It is bought by market.
With reference to embodiment, the present invention is further explained：
Embodiment 1：Prepare the agricultural water solvent of compound of the present invention
Raw material (unit is weighed according to weight：g)：3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxycinnamic acids
Two parts of methyl esters each 6g, Tween-60 2g, two parts of water 50mL.
Heat in 50mL water is added in Tween-60 and arrives 50-60 degrees Celsius, is respectively added slowly to 3 '-(4- hydroxy phenyls)-the third
Alcohol-benzoate and 4- hydroxy-methyl cinnamates, filtering obtain aqueous solution.
The aqueous solution 50mL of preparation can be diluted with water to 2000mL by agricultural for nematicidal, for spraying or rhizosphere note
Enter.
Embodiment 2：Prepare the capsule of compound of the present invention
Each raw material (unit is weighed by following weight：g)：3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxyl meat
Each 60g of acid methylester.
3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxy-methyl cinnamates are separately added into ethyl alcohol 100mL, mistake
Filter is added carboxyrnethyl starch sodium 1.8g, mixes well, and particle is made in spray drying, is packed into No. 1 capsule to get capsule.
Embodiment 3：Prepare the tablet of compound of the present invention
Each raw material (unit is weighed by following weight：g)：3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxyl meat
Each 60g of acid methylester.
3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxy-methyl cinnamates are separately added into ethyl alcohol 100mL, mistake
Filter is added carboxyrnethyl starch sodium 1.8g, mixes well, and particle is made in spray drying, send to tabletting machine to obtain the final product.
Embodiment 4：Prepare the pill of compound of the present invention
Each raw material (unit is weighed by following weight：g)：3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxyl meat
Each 60g of acid methylester.
3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates and 4- hydroxy-methyl cinnamates are separately added into ethyl alcohol 100mL, mistake
Filter is added carboxyrnethyl starch sodium 1.8g, mixes well, and particle is made in spray drying, is subsequently added into pure sesame oil or honey 20g is mixed
It is even, it send and makes ball machine to centrifugation pill is made.
Embodiment 5：The eelworm-killing activity of compound of the present invention
Eelworm-killing activity is by the killing activity to Panagrellus redivivus, and safety is evaluated with cytotoxic activity.
All compounds or sample to be measured are dissolved in 10 μ L dimethyl sulfoxides, then water are used (to contain 0.3%v/vTween-
20) a concentration of 25mg/mL storage solutions are diluted to.Nematode is in oat medium (oatmeal 20g, water 20mL, in 200mL tapers
In bottle, 121 DEG C of steam sterilizings 30 minutes) in 28 DEG C of hatching cultures 5-6 days.Then it is filled and is prepared with the culture dish of a 6cm diameter
300 μ L nematodes suspension (about 200 half adult nematodes).Storing solution to be measured is added and gently mixes thoroughly and make to be measured
Compound is that 25 μ g/mL (survey median effective dose IC50With a concentration of 0.2,1,5,25, and 125 μ g/mL).With dimethyl Asia
Sulfone (10 μ L) is dissolved in water (Tween-20 containing 0.3%v/v) and is used as blank control.Each test, survey repeat three times.
The opposite nematode lethality (NA) of eelworm-killing activity counts dead under the microscope after being cultivated 24 hours for 28 DEG C
Nematode number (n>100) it obtains.NA passes through formula NA=DN/SN × 100% (the nematode number of DN death；The institute that SN is counted is wired
Borer population mesh, SN>100) it calculates.Absolute nematode lethality RDR passes through formula RDR=NAn-NA0(NAnThe opposite nematode of compound causes
Dead rate, NA0It is the relative lethality of blank control).If the absolute nematode lethality of any compound is more than 40%, it is necessary to
Test concentrations gradient (IC50With a concentration of 0.2,1,5,25, and 125 μ g/mL) absolute lethal rate and with Reed and Muench
Method calculates the median effective dose IC of this compound50。
The anti-eelworm-killing activity of 1 Compound ira vitro of table
By table 1 the results show that compound shows very strong nematicide activity, than existing organophosphorus insecticidal nematode
Pesticide dichlofenthion and people will also be got well with anthelmintic albendazole, EC50Value reaches 1.08 and 0.567mM, and toxicity is again than minimum
The positive is low to albendazole, CC50More than 50mM, to make compound that there is better safety.This illustrates that compound has very
Good external eelworm-killing activity and good safety.
Embodiment 6：The field experiment of compound formulation of the present invention
The cucumber for suffering from nematodiasis, tomato, eggplant and each 50 plants of agalloch eaglewood seedling are taken, plant strain growth is thin and weak, and blade-section falls off,
Partial blade turns to be yellow.
1, implementation：Giving invention drug by strain 20mL, (compound stock solutions prepared by embodiment 1, are diluted to
2000mL)
2, effect assessment standard：Plant strain growth situation is seen after 5 days, and Rhizosphere sampling is taken to detect rhizosphere nematode number, it is positive right
According to for dichlofenthion.
Effectively：Plant strain growth restores, blade greening, and rhizosphere nematode disappears.
Part is effectively：Plant strain growth fails to restore or death, rhizosphere nematode disappear.
In vain：Plant strain growth fails to restore or death, rhizosphere nematode do not disappear.
Residual：Take Rhizosphere sampling 5g after 10 days, after water muddiness, ethyl acetate extraction uses gas chromatography-mass spectrometry after concentration
Residual is quantitatively detected with (Gas chromatography-mass spectrum, GC-MS) technology.
3, result：The prepared medicament of compound can effectively kill rhizosphere in most cases and endanger nematode, make plant
Strain restoration ecosystem, a small number of plant may be deeper due to eelworm harm, fails recovery or dead, shows as part effectively.
The anti-eelworm-killing activity experiment in 2 compound crop field of table
Embodiment 7：Toxicity of compound research of the present invention
1, studies on acute toxicity
Kunming mouse is taken, drug of the present invention (the compound capsule inner powder prepared by embodiment 2 is given by 1g/kg gavages
End), then 1 day successive administration 4 times gives normal diet per minor tick 6h, carry out pathologic inspection to each organ, do not send out
Existing organ disease.
2, long term toxicity is studied
Kunming mouse is taken, in pressing, large dosage of group (1g/kg, 2g/kg) gavage gives drug of the present invention (embodiment 2 is made
Powder in standby compound capsule), 1 time a day, successive administration measures mouse weight, heart function, liver function, kidney function after 14 days
The indexs such as energy, electrocardiogram, administration group compared with the control group, are shown no obvious abnormalities respectively.The pathological examination heart, liver,kidney,spleen, lung,
The internal organs such as Stomach duodenum, large intestine, small intestine, adrenal gland and genitals, administration group compared with the control group, are showed no apparent respectively
Poisoning sexually revises.The above result shows that compound of the present invention is safe and non-toxic, it can be used for clinic.
Embodiment 8：The clinical test of compound formulation of the present invention
1, subjects data
3 '-(4- hydroxy phenyls)-propyl alcohol-benzoates have 46 patients：Age 5-30 Sui；Male 25, women 21；
The course of disease -2 years 2 weeks；Main performance is that appetite is bad, abdominal pain or diarrhea, constipation, and uneasiness occurs, irritability, easily shy, grind one's teeth in sleep
Disease, all to have the above symptom, excrement detects visible roundworm egg, that is, meets the clinical diagnosis of roundworm.
4- hydroxy-methyl cinnamates have 40 patients：Age 5-30 Sui；Male 20, women 20；The course of disease -2 years 2 weeks；
Main performance is that appetite is bad, abdominal pain or diarrhea, constipation, and the diseases such as uneasiness, irritability occurs, easily shy, grind one's teeth in sleep, it is all have it is above
Symptom, excrement detect visible roundworm egg, that is, meet the clinical diagnosis of roundworm.
2, therapy and the standard of curative effect evaluation：Compound capsule (embodiment 2) of the present invention takes orally, and dosage is
300mg/ days, child halved within 12 years old or less, was once taken before sleeping every night, totally two courses for the treatment of.
3, criterion of therapeutical effect：The roundworm corpse of expeling can be seen after an action of the bowels greatly, and detect treatment after patient stool in roundworm
Whether ovum, ill symptoms disappear.
Effectively：Second day and third day stool roundworm as it can be seen that treatment after patient stool in roundworm egg it is invisible, bad disease
Whether shape disappears.
Part is effectively：Second day with third day stool roundworm as it can be seen that the roundworm egg after treatment in patient stool is still visible.
In vain：Roundworm is had no with third day stool within second day, the roundworm egg after treatment in patient stool is still visible.
4, clinical effectiveness
One, clinical cardinal symptom sign improves in 46 and 40 patients of situation, is not hospitalized.
Two, in 46 patients of various inspection results 3 '-(4- hydroxy phenyls)-propyl alcohol-benzoate, after 46 medications
Fail to detect roundworm egg in stool, wherein 43 visible roundworm corpse, 42 ill symptoms disappear, 4 improvements.
In 40 patients of 4- hydroxy-methyl cinnamates, fail to detect roundworm egg in stool after 40 medications,
In 37 visible roundworm corpse, 38 ill symptoms disappear, 2 improvements.
Three, clinical effectiveness summarizes 46 and 40 through clinical definite roundworm infection patient, through selecting two kinds of compounds respectively
Capsule for treating.
1, two kinds of compound capsules are respectively to 46 and 40 roundworm infection clinical treatment comprehensive observings, the results showed that, this
Medicine has clear curative effect to roundworm infection treatment.
2, toxic side effect observes result：In the patient treated, there is any adverse reaction without an example patient, illustrate this
Invention drug is safe to human body.
Above-mentioned clinical observation result shows that the compounds of this invention is significant in efficacy for treating roundworm infection, has no toxic side effect,
Without drug dependence.
The above is only a preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (10)
1. application of the compound as shown in Formulas I or Formula II in preparing nematicidal drug,
2. application according to claim 1, which is characterized in that the nematode is that agriculture pathogenic nematode and/or human body are parasitic
Nematode.
3. application according to claim 1, which is characterized in that the nematicidal drug further includes pharmaceutically acceptable auxiliary
Material.
4. application according to claim 1, which is characterized in that the pharmaceutically acceptable auxiliary material is disintegrant, lubrication
One or more of agent, binder or dispersant.
5. application according to claim 1, which is characterized in that the dosage form of the nematicidal drug is aqua or solid system
Agent.
6. application according to claim 5, which is characterized in that the solid pharmaceutical preparation is tablet, granule, capsule, dissipates
Agent or pill.
7. application according to claim 1, which is characterized in that compound passes through from plant shown in the Formulas I or Formula II
It extracts isolated, or is obtained by chemical synthesis.
8. application according to claim 1, which is characterized in that compound shown in the Formulas I or Formula II accounts for the nematicidal
The weight percent of drug is 1%~99%.
9. application according to claim 1, which is characterized in that compound shown in the Formulas I or Formula II accounts for the nematicidal
The weight percent of drug is 10%~90%.
10. application according to claim 1, which is characterized in that the nematicidal drug further includes other with nematicidal
Active drug.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810359233.9A CN108605934B (en) | 2018-04-20 | 2018-04-20 | Application of two compounds in preparation of nematocide |
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| CN201810359233.9A CN108605934B (en) | 2018-04-20 | 2018-04-20 | Application of two compounds in preparation of nematocide |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101209059A (en) * | 2006-12-26 | 2008-07-02 | 河南农业大学 | Novel biological preparation for killing root-knot nematode and application method thereof |
-
2018
- 2018-04-20 CN CN201810359233.9A patent/CN108605934B/en active Active
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101209059A (en) * | 2006-12-26 | 2008-07-02 | 河南农业大学 | Novel biological preparation for killing root-knot nematode and application method thereof |
Non-Patent Citations (2)
| Title |
|---|
| FUMIYUKI KIUCHI 等: "Studies on crude drugs effective on visceral larva migrans. II. Larvicidal principles in Kaempferiae Rhizoma", 《CHEM.PHARM.BULL》 * |
| MASAHIRO TADA等: "NEMATOCIDAL AND ANTIMICROBIAL CONSTITUENTS FROM ALLIUM-GRAYI REGEL AND ALLIUM-FISTULOSUM L VAR CAESPITOSUM", 《AGRIC. BIOL. CHEM.》 * |
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